March 14, 2019
      
| Date | Opponent | Time | |
|---|---|---|---|
| Sat | Nov 17 | vs. Pomfret(S) | 1:00 PM | 
| Sat | Nov 24 | vs. Thayer(S) | 10:00 AM | 
| Wed | Nov 28 | @ St. Sebastian's | 4:00 PM | 
| Fri | Nov 30 | @ Thayer | 5:00 PM | 
| Wed | Dec 5 | @ St. George's | 5:00 PM | 
| Sat | Dec 8 | vs. Groton | 3:30 PM | 
| Fri | Dec 14 | St. Andrew's College | 8:00 PM | 
| Fri | Dec 14- Dec 16 | St. Sebastian's Tournament | |
| Sat | Dec 15 | Brunswick | 1:00 PM | 
| Sun | Dec 16 | Winchendon | 9:00 AM | 
| Fri | Dec 28 | New Hampton | 11:00 AM | 
| Fri | Dec 28 | St. Francis Prep | 8:00 PM | 
| Fri | Dec 28- Dec 30 | Belmont Hill-Nichols Holiday Tournament | |
| Sat | Dec 29 | @ Nichols | 1:00 PM | 
| Sun | Dec 30 | Kimball Union | 2:30 PM | 
| Wed | Jan 2 | @ Dexter | 5:45 PM | 
| Fri | Jan 4 | vs. Governor's | 6:15 PM | 
| Sat | Jan 5 | vs. Proctor | 3:00 PM | 
| Sat | Jan 12 | vs. St. Mark's | 3:00 PM | 
| Wed | Jan 16 | @ Brooks | 5:00 PM | 
| Sat | Jan 19 | @ BB&N | 2:00 PM | 
| Wed | Jan 23 | vs. Roxbury Latin | 4:30 PM | 
| Fri | Jan 25 | @ Noble & Greenough | 5:00 PM | 
| Sat | Jan 26 | vs. Middlesex | 4:30 PM | 
| Wed | Jan 30 | @ Groton | 4:30 PM | 
| Sat | Feb 2 | @ Belmont Hill | 2:00 PM | 
| Wed | Feb 6 | vs. St. George's | 4:45 PM | 
| Sat | Feb 9 | @ Roxbury Latin (note) | 3:30 PM | 
| 
                           New start time 
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| Wed | Feb 13 | @ St. Mark's | 4:45 PM | 
| Fri | Feb 15 | vs. Exeter | 6:00 PM | 
| Sat | Feb 16 | vs. Middlesex | 3:00 PM | 
| Wed | Feb 20 | vs. Brooks | 3:00 PM | 
| Wed | Feb 27 | vs. New Hampton | 5:00 PM | 
| Sat | Mar 2 | vs. Holderness | 1:15 PM | 
          
          
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